Structural Formula Vector Image
Title: Fenamiphos
CAS Registry Number: 22224-92-6
CAS Name: (1-Methylethyl)phosphoramidic acid ethyl 3-methyl-4-(methylthio)phenyl ester
Additional Names: isopropylphosphoramidic acid ethyl 4-(methylthio)-m-tolyl ester; ethyl 4-(methylthio)-m-tolyl isopropylphosphoramidate; ethyl 3-methyl-4-(methylthio)phenyl (1-methylethyl)phosphoramidate; phenamiphos
Manufacturers' Codes: Bay 68138; SRA-3886; B-68138; Bayer 68138
Trademarks: Nemacur (Bayer CropSci.)
Molecular Formula: C13H22NO3PS
Molecular Weight: 303.36
Percent Composition: C 51.47%, H 7.31%, N 4.62%, O 15.82%, P 10.21%, S 10.57%
Literature References: Systemic broad spectrum nematocide with anticholinesterase activity. Prepn: H. Kayser, G. Schrader, US 2978479 (1961 to Bayer). Nematocidal activity: W. M. Zeck, Pflanzenschutz-Nachr. 24, 114 (1971). Mode of action: B. Homeyer, K. Wagner, Nematologica 27, 215 (1981). Effect on biological and chemical activity in soil: S. P. Mathur et al., J. Environ. Sci. Health B15, 61 (1980); D. J. Ross, T. W. Speir, Soil Biol. Biochem. 17, 123 (1985). GC determn: M. J. Brown, J. Agric. Food Chem. 29, 1129 (1981). Residual toxicity: D. C. Read, J. Econ. Entomol. 69, 429 (1976). Acute toxicity: E. F. Hill, M. B. Camardese, Ecotoxicol. Environ. Saf. 8, 551 (1984); E. W. Schafer, Jr., W. A. Bowles, Jr., Arch. Environ. Contam. Toxicol. 14, 111 (1985). Solubility data: B. T. Bowman, W. W. Sans, J. Environ. Sci. Health B18, 221 (1983). Review: B. Homeyer, Pflanzenschutz-Nachr. 24, 48-67 (1971). Review of metabolism and biochemical properties, efficacy: T. B. Waggoner, A. M. Khasawinah, Residue Rev. 53, 79-97 (1974).
Properties: Crystals, mp 49°. Soly in water: 329 mg/ml. LD50 orally in rats (mg/kg): 10-25 (Waggoner, Khasawinah). LD50 orally in birds (mg/kg): 2.4 (Hill, Camardese).
Melting point: mp 49°
Toxicity data: LD50 orally in rats (mg/kg): 10-25 (Waggoner, Khasawinah); LD50 orally in birds (mg/kg): 2.4 (Hill, Camardese)
CAUTION: Potential symptoms of overexposure are nausea, vomiting, abdominal cramps, diarrhea, salivation; headache, giddiness, vertigo, weakness; rhinorrhea, chest tightness; blurred vision, miosis; cardiac irregularities; muscle fasciculations; dyspnea. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 142.
Use: Nematocide.

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